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WO 2017/046237 Al 23 March 2017 (23.03.2017) P O P C T (12) INTERNATIONAL APPLICATION PUBLISHED UNDER THE PATENT COOPERATION TREATY (PCT) (19) World Intellectual Property Organization International Bureau (10) International Publication Number (43) International Publication Date WO 2017/046237 Al 23 March 2017 (23.03.2017) P O P C T (51) International Patent Classification: AO, AT, AU, AZ, BA, BB, BG, BH, BN, BR, BW, BY, A01N 37/38 (2006.01) A01N 65/00 (2009.01) BZ, CA, CH, CL, CN, CO, CR, CU, CZ, DE, DK, DM, A01P 21/00 (2006.01) DO, DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, HN, HR, HU, ID, IL, IN, IR, IS, JP, KE, KG, KN, KP, KR, (21) International Application Number: KW, KZ, LA, LC, LK, LR, LS, LU, LY, MA, MD, ME, PCT/EP2016/071810 MG, MK, MN, MW, MX, MY, MZ, NA, NG, NI, NO, NZ, (22) International Filing Date: OM, PA, PE, PG, PH, PL, PT, QA, RO, RS, RU, RW, SA, 15 September 2016 (15.09.201 6) SC, SD, SE, SG, SK, SL, SM, ST, SV, SY, TH, TJ, TM, TN, TR, TT, TZ, UA, UG, US, UZ, VC, VN, ZA, ZM, (25) Filing Language: English ZW. (26) Publication Language: English 4 Designated States (unless otherwise indicated, for every (30) Priority Data: kind of regional protection available): ARIPO (BW, GH, 15 185212.6 15 September 2015 (15.09.2015) EP GM, KE, LR, LS, MW, MZ, NA, RW, SD, SL, ST, SZ, BE20 16/00 11 2 1 January 20 16 (2 1.0 1.20 16) BE TZ, UG, ZM, ZW), Eurasian (AM, AZ, BY, KG, KZ, RU, TJ, TM), European (AL, AT, BE, BG, CH, CY, CZ, DE, (71) Applicant: FYTEKO [BE/BE]; Boulevard Jamar DK, EE, ES, FI, FR, GB, GR, HR, HU, IE, IS, IT, LT, LU, 19/A5.02, 1060 Saint-Gilles (BE). LV, MC, MK, MT, NL, NO, PL, PT, RO, RS, SE, SI, SK, SM, TR), OAPI (BF, BJ, CF, CG, CI, CM, GA, GN, GQ, (72) Inventors: CABRERA PINO, Juan-Carlos; Rue du Bos GW, KM, ML, MR, NE, SN, TD, TG). quet, 4, 4000 Liege (BE). WEGRIA, Guillaume; Boulevard Jamar, 19/A5.02, 1060 Saint-Gilles (BE). Declarations under Rule 4.17 : (74) Agent: BONNETON, Manon; Icosa Europe, BLSI - Clos — of inventorship (Rule 4.17(iv)) Chapelle-aux-Champs, Boite 1.30.30, 1200 Bruxelles Published: (BE). — with international search report (Art. 21(3)) (81) Designated States (unless otherwise indicated, for every kind of national protection available): AE, AG, AL, AM, (54) Title: BIOACTIVE COMPOSITION FOR IMPROVING STRESS TOLERANCE OF PLANTS (57) Abstract: The present invention relates to a composition for improving stress tolerance of plants comprising at least one hy- droxycinnamic derivative oligomer, and optionally a water- solubilizing agent. The present invention also relates to a method for im proving stress tolerance of a plant comprising applying such composition on the plant. BIOACTIVE COMPOSITION FOR IMPROVING STRESS TOLERANCE OF PLANTS FIELD OF INVENTION The present invention relates to a bioactive composition for improving stress tolerance of plants. In particular, the present invention relates to a composition comprising at least one hydroxycinnamic derivative oligomer for improving plant tolerance to abiotic and biotic stress, increasing survival in adverse environmental conditions, obtaining better growth and providing a substantial yield advantage. BACKGROUND OF INVENTION Crop management is most commonly carried out by chemical products, for example fertilizers or pesticides, that ensure an efficacious plant protection but often interfers with the other biological components of the environment, determining irreversible imbalances. In addition, these products can cause serious damages for consumer's health as a consequence of their residues in food products. From this scenario, it emerges the need of a gradual decrease in the use of chemical tools in agriculture. Nowadays, agriculture is increasingly focused on the quality of products and on the environmental, hygienic and sanitary aspects. Therefore, agricultural practices are moving towards a sustainable management of agricultural crops, in order to ensure quantitative and qualitative product properties. During the last decade, the studies on alternative environmental friendly technologies have received a strong impulse and have proposed a wide range of options, including agronomical, physical and biological control means (Verma et al., Biochem Eng Journal. 2007, 37:1-20; Shoresh et al., Annu Rev Phytopathol. 2000, 48:21-43; Bharti et al., J Sci Food Agric. 2013, 93:2154-2161; Yeoh et al., Mol Biol Rep. 2013, 40:147- 158). In this regards, the use of biopesticides and biostimulants represent some of the most promising options. Biopesticides are certain types of pesticides derived from such natural materials as animals, plants, bacteria, and certain minerals. Biopesticides fall into three major classes: (1) Microbial pesticides consist of a microorganism as the active ingredient. For example, fungi that control certain weeds; (2) Plant-Incorporated-Protectants (PIPs) are pesticidal substances that plants produce from genetic material that has been added to the plant and (3) Biochemical biopesticides, naturally occurring bioactive compounds or synthetically derived bioactive compounds that are structurally similar (and functionally identical) to their naturally occurring counterparts. Elicitors which are able to trigger immune defense responses in plants are one of the most widely used biopesticides. In general, biochemical biopesticides are characterized by a non-toxic mode of action that may affect the growth and development of a pest, its ability to reproduce, or pest ecology. Plant biostimulants are bioactive substances and/or micro-organisms whose function when applied to plants or the rhizosphere is to stimulate natural processes to enhance/benefit nutrient uptake, nutrient efficiency, tolerance to abiotic stress, and crop quality. Biostimulants are capable of improving the qualities and the yield of harvests at a lower cost, by playing on the metabolism of the plant while reducing the detrimental impacts on the environment of the use of chemical compounds. Biostimulants do not bring directly nutriments to plants and they have no direct action against pests but increase the capacity of plants to resist different abiotic and biotic stresses: lack of water, strong heat, excessive humidity, high salinity, toxic mineral or compounds, diseases or pests (bacteria, viruses, fungi, parasites or harmful insects). These stress conditions have a negative impact on crop production. Also, the use biostimulant, even at low concentration of the active ingredient/principle/compound can help to limit the use of fertilizers or pesticides by improving plants growth and global fitness. It is of high-interest in agriculture to improve the performances of crops with the aim of decreasing the total amounts of chemicals to be used. Plant biostimulants generally fall within one of three main categories: plant hormones, amino substances and humic substances. Consistent with the foregoing, exemplary plant biostimulants include compositions based on seaweed extract, humic acid, amino acids, salicylic acid, bio-solids, hydrolyzed proteins, silicate, and/or synthetic compounds. Cinnamic acid and its 4-hydroxysubstituted derivatives (namely p-coumaric acid, caffeic acid, ferulic acid and sinapic acid), form a family of natural products abundant in plants and generally known as cinnamates. In particular, ferulic acid, various diferulic acids and even triferulates are important components of plant cell walls in certain plant. In the cell wall, these compounds are esterified to the arabinose moieties of glucuronoarabinoxylans, a predominant component of the hemicellulose matrix. For instance, ferulic acid is considered as the predominant phenolic cross-linker in grass cell wall playing a significant role in cell-wall extensibility (Carpita N. C. Annu. Rev. Plant Physiol. Plant Mol. Biol. 1996, 47:445-476). Oligomers of cinnamic acid are known as anti-inflammation agents, inhibitors of elastase and anti-oxidants. For example, WO2010/027594 discloses the use of such oligomers as anticoagulants. Ferulic acid is also known as an antioxidant. For instance, the US patent application US2004/259732 discloses compositions for improving the yield of a plant comprising an antioxidant such as ferulic acid and derivatives. The patent application JP-H-10338603 discloses cinnamic acid as a compound useful to prevent leaves and root death caused by pathogenic bacteria. WO03/000288 also discloses compositions for inducing an endogenous pathogen defense pathway in a plant, such compositions comprising ferulic acid. In addition, Li et al. (Biologia Plantarum. 2013, 57(4):71 1-717) have shown that cucumber seedlings watered during 2 days with Hoagland nutrient solution containing ferulic acid could protect plants from dehydration stress. However, cinnamic acids and ferulic acid are reported since several years as phytotoxic agent (Turner et al., Journal of Chemical Ecology. 1975, l(l):41-58; Rasmussen et al., Journal of Chemical Ecology. 1977, 3(2): 197-205; Liebl et al., Journal of Chemical Ecology. 1983, 9(8):1027-1043; Blum et al., Journal of chemical ecology. 1984, 10(8): 1169-1 191) and are used by numerous plants as allelochemical inhibition agents (Einhellig et al., Journal of chemical ecology. 1984, 10(1): 161-170; Dos Santos et al., Journal of Chemical Ecology. 2004, 30(6): 1203- 1212; Yu et al., Journal of Chemical Ecology. 1994, 20(1):21-31; Lehman et al., Journal of Chemical Ecology. 1999, 25(ll):2585-2600). The Applicants unexpectedly found that hydroxycinnamic derivative oligomers promote plant growth and development under various stresses conditions, in particular in adverse environmental conditions such
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